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Summerland Key Squirrel Key Hotels

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Check prices for these dates

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

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Our top choices for Squirrel Key hotels

1. Sugar Loaf Lodge

Sugar Loaf Lodge
6.8 km from Squirrel Key
United States
Richard
HK$933
HK$1,050 total
includes taxes & fees
28 Sept - 29 Sept
Sugar Loaf Lodge

2. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
12.4 km from Squirrel Key
United States
Preetam
HK$4,059
HK$7,655 total
includes taxes & fees
3 Oct - 4 Oct
Atlantic View Luxury Villa with Pool

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
16.5 km from Squirrel Key
United States
Molly
HK$951
HK$1,540 total
includes taxes & fees
29 Sept - 30 Sept
Hilton Key West Resort & Marina

4. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
17 km from Squirrel Key
United States
Jade
HK$906
HK$1,499 total
includes taxes & fees
28 Sept - 29 Sept
The Perry Hotel & Marina Key West

5. Beachside Resort & Residences

Beachside Resort & Residences
17.6 km from Squirrel Key
United States
James
HK$617
HK$1,444 total
includes taxes & fees
28 Sept - 29 Sept
Beachside Resort & Residences

6. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
17.2 km from Squirrel Key
United States
Kagni
HK$770
HK$2,207 total
includes taxes & fees
28 Sept - 29 Sept
Aqua Lodges at Hurricane Hole Marina

7. The Laureate Key West

The Laureate Key West
18.1 km from Squirrel Key
United States
Mailyn
HK$1,247
HK$1,624 total
includes taxes & fees
28 Sept - 29 Sept
The Laureate Key West

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
18.2 km from Squirrel Key
United States
Craige
HK$951
HK$1,335 total
includes taxes & fees
29 Sept - 30 Sept
DoubleTree Resort by Hilton Grand Key - Key West

9. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
17.7 km from Squirrel Key
United States
Patricia
HK$1,012
HK$1,359 total
includes taxes & fees
28 Sept - 29 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
17.7 km from Squirrel Key
United States
Esteban
HK$927
HK$1,484 total
includes taxes & fees
28 Sept - 29 Sept
Blue Flamingo Resort Key West

11. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
17.7 km from Squirrel Key
United States
Walt
HK$823
HK$1,147 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Key West / The Keys Collection

12. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
19.5 km from Squirrel Key
United States
Anthony
HK$996
HK$1,571 total
includes taxes & fees
28 Sept - 29 Sept
Parrot Key Hotel & Villas

13. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
16.2 km from Squirrel Key
United States
Pawel
HK$2,591
HK$4,820 total
includes taxes & fees
28 Sept - 29 Sept
Grand Marina Suite by Brightwild Waterfront

14. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
19.1 km from Squirrel Key
United States
Everton
HK$1,404
HK$1,580 total
includes taxes & fees
28 Sept - 29 Sept
Courtyard by Marriott Key West Waterfront

15. Havana Cabana at Key West

Havana Cabana at Key West
18.3 km from Squirrel Key
United States
Silvia
HK$871
HK$1,475 total
includes taxes & fees
28 Sept - 29 Sept
Havana Cabana at Key West

16. Ibis Bay Beach Resort

Ibis Bay Beach Resort
19.1 km from Squirrel Key
United States
Stephanie
HK$795
HK$1,148 total
includes taxes & fees
28 Sept - 29 Sept
Ibis Bay Beach Resort

17. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
17.5 km from Squirrel Key
United States
Luis
HK$1,424
HK$2,331 total
includes taxes & fees
28 Sept - 29 Sept
Island View 1BR Residence With Balcony

18. Resort View 1BR Suite

Resort View 1BR Suite
17.5 km from Squirrel Key
United States
Michael
HK$1,424
HK$2,331 total
includes taxes & fees
28 Sept - 29 Sept
Resort View 1BR Suite

19. Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access
17.5 km from Squirrel Key
United States
Jacqueline
HK$2,019
HK$2,951 total
includes taxes & fees
28 Sept - 29 Sept
Ocean Front 1BR Suite With Direct Beach Access

20. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
15.6 km from Squirrel Key
France
Karen
HK$6,132
HK$12,626 total
includes taxes & fees
4 Oct - 5 Oct
Capmar House by Brightwild Huge Home Pool
View all properties

Compare popular hotels close to Squirrel Key

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
Very good
1,001 reviews
View
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
Atlantic View Luxury Villa with Pool
7.4
Good
3 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
9.0
Wonderful
1,812 reviews
View
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West
9.4
Exceptional
1,320 reviews
View
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
Beachside Resort & Residences
8.6
Excellent
2,557 reviews
View

Top Squirrel Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 2 days ago
Sugar Loaf Lodge
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 4 days ago
Sugarloaf Key RV Resort & Cottages
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Great host ! Few snags but it all worked out great."
Nick N. 3-night trip
Posted 13 days ago
Private Secluded Ocean View & Pool Near Key West
Oceanside, pet friendly, smart home with plenty of paddle equipment

Oceanside, pet friendly, smart home with plenty of paddle equipment

10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
jenny t. 31-night trip
Posted 2 months ago
Oceanside, pet friendly, smart home with plenty of paddle equipment
Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway

10/10 Excellent
"Beautiful view and sweet natural beach/coastline. The pool was heavenly"
Susan H. 5-night trip
Posted 5 months ago
Private and Exclusive Florida Keys Getaway
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall

Luxurious Oceanfront 5BR Property with heated Pool & Waterfall

10/10 Excellent
"We had an absolutely incredible stay in the Florida Keys this spring! This home exceeded every expectation and was the perfect place for our group of friends and family to relax and enjoy island life. Cris was wonderful to work with — communication was prompt, friendly, and seamless from start to finish.The property was spotless, beautifully maintained, and thoughtfully stocked with everything we needed. The oceanfront setting was stunning, with peaceful mornings by the water and unforgettable sunsets at nearby waterfront restaurants. The outdoor spaces quickly became our favorite place to gather, relax, and soak in the laid-back Keys atmosphere.We loved kayaking from the property, swimming in the clear ocean water, and fishing from the dock. Playing pickleball nearby and walking to the local island coffee shop afterward became one of our favorite routines. The two-story layout with kitchens on both levels was perfect for our group, giving everyone plenty of space and privacy while still feeling connected.The location was ideal — close to restaurants and activities while still peaceful and private. This home created unforgettable memories for all of us, and we would return in a heartbeat. Highly recommend for the perfect Florida Keys getaway!"
Ronald David Hoffer j. 28-night trip
Posted 5 months ago
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views

10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Tom H. 9-night trip
Posted 5 months ago
Starlight Serenity - Hideaway with Stunning Views
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

10/10 Excellent
"This was a lovely home and there was great communication with the host."
Denise F. 30-night trip
Posted 6 months ago
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Sublimely private luxury home with enveloping oceanfront views near Key West

Sublimely private luxury home with enveloping oceanfront views near Key West

10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Natalie B. 8-night trip
Posted 7 months ago
Sublimely private luxury home with enveloping oceanfront views near Key West

Other attractions near Squirrel Key

Upper Sugarloaf Sound

9.2/10 (17 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
See properties

Frequently asked questions

What's the area like around Squirrel Key?
Squirrel Key is located in Summerland Key. You'll find 37 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay close to Squirrel Key?
Sugar Loaf Lodge is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a restaurant. It's located 4.2 mi (6.8 km) from Squirrel Key. Other good choices around the area include Sugarloaf Key RV Resort & Cottages and Sugarloaf Key Hotel at KOA Resort.
How many hotels should I expect to find near Squirrel Key?
Expedia has 37 hotels and other accommodation options a few miles from Squirrel Key.
If I need to cancel the hotel reservation for my stay near Squirrel Key, will I receive a refund?
Yes, most room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review top deals close to Squirrel Key.